Residential

317 Whitehead Street, Key West

$6,895,000.00

Bedroom 6 bedrooms
Full Bathroom 6 full baths
Half Baths 1 half baths

  • MLS #: 617122
  • Address: 317 Whitehead Street, Key West, FL 33040
  • Date Listed: 10/31/2025
  • Days on Market: 222
  • SQFT: 3425
  • Acres: 0.15
  • Restrictions: Unknown
  • Subdivision: Old Town - Unrecord (1.0)

Location Location

Agent Comments Agent Comments
Discover unparalleled luxury in the heart of Old Town, Key West. Comprised of a main house and guest cottage, this newly built ''Smart'' property infuses casual island elegance with modern sophistication. With a total of 6 bedrooms and 6.5 bathrooms, this home is an award winning architect-designed, custom-built luxurious property, complete with off-street parking, impact windows and doors, and is located in the Historic District of Old Town. Entering through your white picket fence, a Chicago brick walkway guides you to your spacious front porch, offering views of the Truman Annex and Whitehead Street. A Mahogany front door welcomes you into the main house. The main house is a two story home with White Oak hardwood flooring, and four well appointed bedrooms, each with en suite bathrooms featuring custom millwork. The ground floor is an open plan living, kitchen and dining area with an expansive chef's kitchen, including Miele appliances, column refrigeration and a large entertaining Quartz stone island. Wall-to-wall sliding glass doors open to a luxuriously sized covered, travertine-tiled back patio which includes a lounge seating area, and outdoor kitchen with built-in grill. A heated pool with waterfall is the perfect spot to cool off after exploring Key West's nearby attractions. The adjacent single-story guest cottage consists of two bedrooms, both with en suite bathrooms. Complete with a private entrance, kitchenette, living area, and private plunge pool hot tub. Additionally, an outdoor shower is just steps away down a private garden path. This property is an entertainer's dream; with professionally designed interiors, and a built-in Sonos speaker sound system throughout, both indoors and outdoors. A quick walk around the block puts you in the absolute center of Key West's action. Hank's, Sloppy Joe's, Mallory Square, and other hot spots are just steps away. Come experience Key West luxury at its finest!

Amenities Amenities
  • Dishwasher
  • Dryer
  • Ice Machine
  • Microwave
  • Oven
  • Range
  • Refrigerator
  • Washer

Interior Features Interior Features
  • Cool System: Central Air, Ceiling Fans(s)
  • Heat System: Central
  • Floors: Wood
  • Rooms: Utility Room
  • Interior: Utility Room, Walk-in Closet(s), Built-in Cabinets, Drapes/Blinds Incl, Pantry, Security System, Smoke Alarms, Storage

Exterior Features Exterior Features
  • Parking: Off Street
  • Roof: Metal,Shingle
  • Pool: Yes
  • Exterior: Rain Gutters, Bar, Built-in Grill, Detached Guest Qtrs, Fencing, Hot Tub, Lanai, Outdoor Kitchen, Outdoor Shower, Storage

Additional Features Additional Features
  • County: Monroe
  • Property Type: Single Family Residence
  • Tax Number: 00004490-000000
  • Water/Sewer: FKAA, Municipal Sewer
  • Year Built: 2025